This Jacket Trend Makes Every Outfit Look Expensive—25 Picks I'm Obsessed With

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(Image credit: @EMMANUELLEK_)

Contrary to popular belief, the best time to buy a jacket isn't winter. It's the weeks right before fall. Transitional-weather dressing is my personal Achilles heel. Fall's seasonal volatility means I'm walking out of the house in a cute outfit that leaves me feeling cold more often than not. The 50- and 60-degree weather is hard to dress for, but thankfully, I'm finding sartorial joy thanks to the one simple, elevated jacket silhouette that makes me feel like old money: collarless jackets.

Fall's sleeper jacket trend has to be one of my favorites of late due to its endless possibilities. Quilted jackets, tweed blazers, and worn-in leather jackets go with anything. For more traditional styles, the preppy East Coast Americana look fits right in with the quiet-luxury movement happening as of late. If a single collarless jacket takes my outfit from simple to Shiv Roy, I'm here for it.

Below, browse a few of my favorite collarless jackets, including a few ways to style them.

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(Image credit: @ANNA__LAPLACA)

What you need: leather collarless jacket + maxi skirt + neutral bodysuit

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(Image credit: @ELIZAGRACEHUBER)

What you need: structured collarless jacket + straight-leg denim

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(Image credit: @ALYSSAINTHECITY)

What you need: quilted collarless jacket + statement pants + white T-shirt

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(Image credit: @EMMANUELLEK_)

What you need: tweed or wool collarless jacket + dark-wash denim

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(Image credit: @TYLYNNGUYEN)

What you need: collarless jacket or blazer + boxy trousers

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Assistant Shopping Editor
Ana Escalante is an award-winning journalist and Gen Z editor whose work ranges from dissecting size inclusivity at fashion week to discussing how American Girl Doll meme accounts are the the answer to society's collective spiral. She's covered it all: Queen Elizabeth II's corgis, Roe v. Wade frontline protests, and the emergence of jorts (or jean shorts for the uninitated). At Who What Wear, Ana is responsible for delivering smart, insightful, personality-driven shopping guides and trend features for a digital-first generation.Before joining Who What Wear, Ana was Glamour magazine's editorial assistant, where she focused on daily news and special packages, including leading the brand's 2022 Met Gala coverage. For more than half a decade, she has covered style, beauty, and digital culture for publications such as Paper magazine, Harper's Bazaar, Vogue Japan, and Allure, among others. Ana has been called a rising star in media by publications such as Nylon and Teen Vogue. (Her mother, meanwhile, calls her "the coolest person" she knows.)